130416-73-8

Basic information

• Product Name: 3-IODOTHIOANISOLE
• Synonyms: 3-IODOTHIOANISOLE;3-IODOTHIOANISOLE 98.0%MIN;(3-iodophenyl)(methyl)sulfane;1-iodo-3-methylsulfanylbenzene
• CAS NO: 130416-73-8
• Molecular Formula: C₇H₇IS
• Molecular Weight: 250.1
• Mol File: 130416-73-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 266.469 °C at 760 mmHg
• Flash Point: 114.957 °C
• Appearance: /
• Density: 1.787 g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.671
• CAS DataBase Reference: 3-IODOTHIOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODOTHIOANISOLE(130416-73-8)
• EPA Substance Registry System: 3-IODOTHIOANISOLE(130416-73-8)

Safety Data

• Hazardous Substances Data: 130416-73-8(Hazardous Substances Data)

Usage

General Description

3-Iodothioanisole, also known as 1-iodo-4-methoxybenzene, is an organic compound that contains a thioether functional group and an iodine atom. It is commonly used as a reagent in organic synthesis, particularly in the preparation of various heterocyclic and biologically active compounds. This chemical is also utilized in the pharmaceutical industry for the production of pharmaceutical intermediates. 3-Iodothioanisole is known for its distinct aromatic and slightly pungent odor, and it is often used as a building block in the creation of aromatic and heteroaromatic compounds with diverse applications in the fields of medicine, agriculture, and materials science.

InChI:InChI=1/C7H7IS/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3

Upstream product

• 624-92-0 Dimethyldisulphide 
• 1121-86-4 1-Fluoro-3-iodobenzene 
• 626-00-6 1,3-Diiodobenzene 
• 52274-10-9 3-iodobenzenethiol 
• 74-88-4 methyl iodide 
• 1783-81-9 3-methylmercaptoaniline 
• 33733-73-2 3-bromo-1-(methylthio)benzene 
• 2524-76-7 1-(methylsulfanyl)-3-nitrobenzene 

Downstream Products

• 70079-50-4 m - Jodphenylmethylsulphoxid 
• 1446114-03-9 methyl 5-bromo-2-(3-(methylthio)phenethyl)benzoate 
• 1446114-04-0 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine 
• 1446114-06-2 methyl 5-bromo-2-[(3-methylthiophenyl)ethynyl]benzoate 
• 406724-66-1 3-methylthiotriphenylamine 
• 91903-90-1 3-methyl(phenylthio) phenyl sulfide 
• 1134216-50-4 1-(3-methylthiophenyl)-2-(2-aminopyrid-5-yl)acetylene 
• 1153674-82-8 1-(3-methylthiophenyl)-2-(2-methoxypyrid-5-yl)acetylene 
• 124153-80-6 2-methyl-4-(3-(methylthio)phenyl)but-3-yn-2-ol 
• 210905-75-2 1-ethynyl-3-(methylthio)benzene 

Relevant articles and documents

t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions

In the presence of potassium tert-butoxide (t-BuOK), the cross-coupling reaction between aryl fluorides and dimethyldisulfide was developed. A series of aryl methyl sulfides were obtained in moderate to good yields under transition-metal-free and mild conditions.

Molecular Engineering of UV/Vis Light-Emitting Diode (LED)-Sensitive Donor–π–Acceptor-Type Sulfonium Salt Photoacid Generators: Design, Synthesis, and Study of Photochemical and Photophysical Properties

A series of donor–π–acceptor-type sulfonium salt photoacid generators (PAGs) were designed and synthesized by systematically changing electron-donating groups, π-conjugated systems, electron-withdrawing groups, and the number of branches through molecular engineering. These PAGs can effectively decompose under UV/Vis irradiation from a light-emitting diode (LED) light source because of the matching absorption and emitting spectra of the LEDs. The absorption and acid-generation properties of these sulfonium salts were elucidated by UV/Vis spectroscopy and so forth. Results indicated that the PAG performance benefited from the introduction of strong electron-donating groups, specific π-conjugated structures, certain electron-withdrawing groups, or two-branched structures. Most sulfonium salts showed potential as photoinitiators under irradiation by a wide variety of UV and visible LEDs.

Subtle "supramolecular buttressing effects" in Cucurbit[7]uril/guest assemblies

Biphenyl derivatives bearing a dimethylsulfonium group at position 3 and three different substituents at position 4 (H, F and CH3) have been prepared as probes to test the validity of the "supramolecular buttressing" concept. We define the latter as the alteration, by a neighboring unit, of a substituent effect on intermolecular recognition. In this case, the 4-substituents exert some pressure on the 3-dimethylsulfonium groups and control the ratio of their syn and anti conformations. As free species, biphenyls bearing 4-H and 4-F substituents are present as approximately equimolar mixtures of syn and anti-conformers, while the biphenyl scaffold with a 4-CH3 group adopts the anti-conformation exclusively. The 3-dimethylsulfonium substituents then interact with one of the carbonylated portals of Cucurbit[7]uril (CB[7]), and their conformations affect the position of the guests inside the cavity of the macrocycle, thereby validating our "supramolecular buttressing" model. Surprisingly however, binding affinities towards CB[7] are barely affected by the nature of the 4-substituents and the conformations of the neighboring sulfonium groups, despite very different electronic densities presented to the CB[7] portal in their syn or anti conformations. Solvation was found to dramatically smoothen host-guest Columbic interactions, although the latter remain important in the recognition process. Replacing the positively charged 3-dimethylsulfonium unit with an isopropyl substituent decreases the affinity of the biphenyl guest by 1000-fold. The Royal Society of Chemistry 2013.